PALLADIUM-CATALYZED REDUCTION OF ARYL SULFONATES - REDUCTION VERSUS HYDROLYSIS AND SELECTIVITY CONTROL
PALLADIUM-CATALYZED REDUCTION OF ARYL SULFONATES - REDUCTION VERSUS HYDROLYSIS AND SELECTIVITY CONTROL
复制标题
DOI：
10.1021/jo00288a062
复制
发表时间：
1990-01-05
影响因子：
3.6
通讯作者：
SANTI, R
中科院分区：
文献类型：
--
作者：
CABRI, W;DEBERNARDINIS, S;SANTI, R
酚类的脱氧似乎是有机合成领域的一个重要工具; 1钯催化还原全氟烷烃磺酸盐是近几年兴起的一种重要方法，具有温和的反应条件和伴随的高化学选择性。2然而，从相应的苯酚合成全氟烷基磺酸盐有时在选择性、稳定性和成本方面可能是一个主要问题3 4。尽管有这些缺点，但据我们所知，还没有努力将该反应和相关反应的范围扩展到更容易获得和更稳定的甲磺酸酯。对于酚类脱氧的其它方法，参见：Hussey，B。J.道：Johnstone，RAW; Entwistle，I. D. Tetrahedron 1982，38，3775.（2）（a）Cacchi，S.; Ciattini，P. G.; Morera，E.;奥尔塔湾Tetrahedron Lett. 1986，27，5541。(b)陈角，澳-地Y的; He，YB; Yang，Z. YJ化学社，化学通信1986年1452年(c)彼得森湾，澳-地一、Kunng，FA; McCallum，JS; Wulff，WD Tetrahedron Lett. 1987，28，1381. (d)陈角，澳-地Y的; He，YB Synthesis 1988，896.
Deoxygénation of phenols appears to be an important tool in the field of organic synthesis; 1 palladium-catalyzed reduction of perfluoroalkane sulfonates has arisen in the last few years as an important method with mild reaction conditions and concomitant high chemoselectivity. 2 However, the synthesis of perfluoroalkanesulfonates from the corresponding phenols can sometimes be a major problem3 4in terms of selectivity, stability, and cost. In spite of these drawbacks, to the best of our knowledge, no effort has been carried out to extend the scope of this and related reactions to the more accessible and stable mesylates, to-ll) For other methods of deoxygenation of phenols, see: Hussey, B. J.; Johnstone, RAW; Entwistle, I. D. Tetrahedron 1982, 38, 3775.(2)(a) Cacchi, S.; Ciattini, P. G.; Morera, E.; Ortar, G. Tetrahedron Lett. 1986, 27, 5541.(b) Chen, Q. Y.; He, YB; Yang, Z. YJ Chem. Soc., Chem. Commun. 1986, 1452.(c) Peterson, G. A.; Kunng, FA; McCallum, JS; Wulff, WD Tetrahedron Lett. 1987, 28, 1381.(d) Chen, Q. Y.; He, YB Synthesis 1988, 896.